AbstractThe expansion of shrubs and trees across high‐latitude ecosystems is one of the most dramatic ecological manifestations of climate change. Most of the work quantifying these changes has been done in small areas and over relatively recent time scales. These land‐cover transitions are highly spatially variable, and we have limited understanding of the factors underlying this variation. We use repeat photography to generate a data set of land‐cover changes in Denali National Park and Preserve, Alaska, stretching back a century and spanning a range of edaphic, topographic, and climatic conditions. Most land‐cover classes were quite stable, with low probabilities of transitioning to other land‐cover types. The advance of woody vegetation into low‐stature tundra, and the spread of conifer trees into shrub‐dominated areas, were both more likely at low elevations and in areas without permafrost. Permafrost also reduced the likelihood of herbaceous vegetation transitioning to woody cover. Exceptions to the general trend of relative stability included nearly all (96%) of the broadleaf forest–dominated areas being invaded by conifers, an expected successional trajectory, and many open gravel river bars (17.8%) transitioning to thick shrubs. These floodplain areas were distinctly not at equilibrium, as only 0.1% of shrub‐dominated areas converted to gravel. Warming temperatures in coming decades and concomitant declines in the extent of permafrost are predicted to enhance the spread of woody vegetation in Denali further, but only by ~3%. Land‐cover transitions, notably the rapid advance of trees and shrubs observed in other studies, could be less likely and more spatially heterogeneous here than in other high‐latitude systems.